
Jacksonville Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Jacksonville holiday rentals

1. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
2. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
3. California Cottage: Downtown!
California Cottage: Downtown!
4. Historic Bradshaw House!
Historic Bradshaw House!
5. NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville
NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville
6. Safari: Downtown Jacksonville
Safari: Downtown Jacksonville
7. Luxurious Station House Suite A
Luxurious Station House Suite A
8. Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of JacksonvilleFind holiday rentals that suit your style
Top Jacksonville Hotel Reviews

Comfort Inn & Suites Ashland
Find out more about Jacksonville
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jacksonville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Jacksonville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jacksonville. Seeing all the best attractions is bound to make you fall in love with Jacksonville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jacksonville short-term rentals, that won’t be hard to do.
















































































